Holiday rentals with a kayak in Kailua

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

Value · Location · Decor

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

Location · Value · Laundry

Gorgeous 2bd/2ba Ilikai Suite Steps from the Sand!

With a king-size bed in the master bedroom, a double and twin bed in the second bedroom, 1 sofa bed + 1 futon beds in the living area, the suite can accommodate up to 8 people comfortably. To ensure comfort and privacy, each room has separate air conditioners and televisions. There are two patios with views of Ala Moana Boulevard plus a partial ocean view that offer lovely outdoor areas for relaxation. With more than six seats and a fully equipped kitchen and dining room, enjoy in-room dining.

North Shore Turtle Cove - Beachfront Condo with AC

Watch Honu (Giant Hawaiian Sea Turtles) in your backyard! And fall asleep to the sound of the ocean. Or watch waterfalls draping down mountains across the street after heavy rain. Remodeled beachfront condo with floor to ceiling lanai window, partial ocean view, resort style building amenities and en suite washer & dryer. Comfortably sleeps 6 with multiple beds, including King size sleeper sofa. Immerse yourself in everything North Shore living has to offer while only 45 Min drive to Honolulu.

Outdoor spaces · Location · Laundry

2BR Non-Ocean View at Oceanfront Hilton Resort

Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024 winner. Enjoy access to pools, a beautiful saltwater lagoon, beach, watersports, and walkable dining, shopping, and activities. Whether unwinding, exploring, or celebrating, everything is designed for a relaxing, memorable stay.

Location · Check-in · Pool

Walk to BEACH + FREE Parking + POOL View

🌺 Aloha and welcome to our peaceful Waikiki retreat, just a short walk to beaches, restaurants, food trucks, shopping, and weekly fireworks. This exceptionally family-friendly property sleeps 5-6 guests and includes the rare convenience of FREE PARKING. Relax in comfortable beds in soundproof bedrooms, free Wi-Fi, a pool, and a BBQ area. Centrally located across the Ala Wai Canal, you will have easy access to everything Waikiki has to offer. We look forward to hosting you. Alona! 🌺 🌴

Location · Value · Parking

Close 2 Beach Entire Guest Suite

Due to local regulations, this home can only be rented once in a 30 day period. *Please reach out to us prior to booking. Availability shown in the calendar is not guaranteed. Recently renovated, this unit is a four bedroom, two bathroom getaway with high speed WiFi internet, washer/dryer and air conditioning. The beach access point is less than a 4 minute walk away! You are also only a 5-10 min walk away from the Polynesian Culture Center, BYU-Hawaii Campus and the Mormon LDS Temple.

Value · Location · Accuracy

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Outdoor spaces · Location · Bathroom

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Outdoor spaces · Location · Accuracy

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

Value · Location · Comfort

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, AC, sauna, an outdoor shower, an outdoor gym, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Location · Outdoor spaces · Check-in

Marriott's Beachfront KoOlina Club Resort

Welcome to our Luxury Beachfront Resort Oasis on Oahu's Western shore, Nai'a Lagoon: a slice of paradise with stunning lagoon 3 views from Resort Area, awaiting your arrival! Enjoy our pools, fitness center, spa, and dining. Explore and indulge in paradise! Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY

Location · Outdoor spaces · Long stay