Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Fantastic Sunset and Ocean View/ Special Rates!
Kepuhi Beach Resort is located next to Papohaku Beach (three miles of white sand beaches). Address is 1131 Kaluakoi Rd. Unit 2174, Maunaloa, HI 96770Snorkeling is within footsteps of your door, Beach equipment included: Boogie Boards, Bamboo 'backpack style' beach...
Maui Eldorado Beachfront Resort - Apt I-101 - Two Bedroom Vacation Rental Condo
Aloha -- Welcome to our condo apartment.It is a 1200 sq ft ground floor corner unit located in the Maui Eldorado Beach Resort, beside the 4th fairway of the Royal Kaanapali Golf Course. The condo has two queen size beds - each in a separate sleeping room with direct,...
ðŸ‘â€ðŸ—¨KING Bed- Private-Lanai 〰 Pacific Ocean-View Studio w/Full-Kitchen
Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor ✔Ocean View Studio with...
Maui Resort Rentals: Ka'anapali Ali'i 151 - Luxurious 2BR w/ Partial Ocean Views!
Suite 151 is a luxurious 2BR suite offering partial Pacific Ocean views from the lanai, living room, dining room, and primary bedroom. As added highlights, your group will be treated to views of the West Maui Mountains and Kaanapali Beach that extend all the way to...
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
Experience Oahu like a Kama'aina (local) in this 3 bedroom, 2 1/2 bath waterfront home. Safe community. Views from every room. Private lanai, BBQ grill, community pool, and boat dock. Walk to dining, shopping, bars, farmers market, hiking, beaches. 5 minutes drive to...
Unobstructed ocean views and a 70" flat screen TV
Direct oceanfront condo! Lauloa 102 is a 2-bedroom, 2-bathroom ground-floor condo with a large lanai is well-appointed and offers all the comforts of home. Unit 102 can accommodate up to 4 guests. Enjoy in-house meals using the well-equipped kitchen. This home stays...
Stunning Tri-level Villa - Outdoor Lava Rock Shower w/ Lanai - 25% OFF Jul-Sept
Unique Ocean and Mountain View Tri-Level Home in Princeville. Immaculately Maintained from Floor to Ceiling. Large Outdoor Lava Rock Private Shower. Large Ipe Wood Front Lanai for Sunbathing / Relaxing and Lounging. Short Walk to Princeville and Bali Hai Hotels. Located...
❤️PiH❤️Adventure Awaits Villa ★ Private Pool ★ Free Hilton Resort Passes ★ Beach Gear and Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to the new and elegant home, Adventure Awaits Villa, in our Hawaiian Luxury Collection. Adventure Awaits Villa is a beautiful single-level 4 bedroom, 3 bathroom home. This home has a private pool with spa and...
Airy Kailua-Kona Condo < 1 Mi to Beach + Town
Feel the warmth of the Hawaiian sun each day when you stay at this inviting 1-bed, 1-bath condo in Kailua-Kona. The vacation rental is ideally located for a coastal getaway with loved ones, with Honl's Beach, Hale Halawai Park, and an abundance of local shops and...
Popular Ground Floor Unit at OCEANFRONT RESORT in Kihei! Great rates.n
This garden-view ground-level condo is the perfect spot to enjoy some aloha at this beachfront complex. There are no roads to cross, just walk out of this well-appointed ground-level unit and you're just steps to the ocean. During whale season, January through April,...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a unique floor plan with lanai access from both bedrooms, offering breathtaking ocean and mountain views. Recently...
Maui Special!! 2BDRM/2BA Ocean View and Convenient Location
Our Ocean view condo is spacious with 2 Bedrooms, 2 Baths, and airy living room. The sliding glass doors slide into the lanai creating a seamless transition between indoor and outdoor living overlooking the ocean and the spectacular sunset view. Only steps from the...
Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)A contemporary tropical theme lends tranquility to this recently remodeled 540 sq.ft. studio in the beachfront Colony...
Beautiful, Simple & Relaxing... South Maui Studio Condo KR 309 with Views
** 2025 - Special rates - Book Now! **Experience the breathtaking beauty of Kealia Resort Unit 309, where unforgettable views and ultimate relaxation await. Step into the charming studio and be greeted by floor-to-ceiling windows that offer stunning garden and ocean...
3-Level OCEANFRONT HOME
Kai Honu Hale – Oceanfront Bliss on Hawaii’s East SideWhere Sea Turtles Glide by Your Window and the Pacific Fills Your SoulWelcome to Kai Honu Hale, the Ocean Turtle House — your unforgettable escape on the magical east side of the Big Island. Newly renovated in June...
Hawaii Life Rental Presents Aloha 'Ohana
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
SWEET SPOT STAY-ENCHANTED GROTTO HOUSE--SEE THE LAVA FLOWS FROM SAFE DISTANCES!!
Welcome to The Sweet Spot StayNOTE- The house itself on 12-179 Kipuka however the entrance is on 12-7110 Kalaunu.This is about as unique a place as they come in the Kehena Beach neighborhood along Puna's southeast coast of Big Island, Hawai’i. The land is a...
KK 211 Updated OceanFront with Breathtaking Views All Year
KK 211 Breathtaking Ocean Views from West Maui Condo with a Beachfront Pool FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Sunset views await in this 2-bed, 2-bath condo! Golf course vistas + room for 6!
Make memories at Keauhou Punahele Unit C104: two-bedroom, two-bathroom home, and a newly remodeled kitchen. A smart television in both bedrooms, and a fully stocked kitchen. Relax on your lanai and enjoy the BBQ.This two-bedroom, two-bathroom home has all one needs on a...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Lovely Condo w/ Garden Views, AC & Shared Oceanfront Pool: Casa De Emdeko 222
Casa De Emdeko 222 is a charming oceanfront retreat on the Big Island, offering a blend of comfort, convenience, and authentic island ambiance. Located just two miles from historic Kailua-Kona Village and set within a lushly landscaped complex, this second-floor condo...
Hale Kamaole 313 Third floor condo, partial view of the ocean!
This two bedroom condo has a good Ocean and Garden View. Master bedroom has a King bed. Down stairs bedroom has two twin extra long beds. Pull out sofa bed in living room. Spacious kitchen cabinets. Carpet in bedrooms and tile floor. New A/Cs and ceiling fans. This...
New Listing! Breathtaking views,Unforgettable Stay
Welcome to Nohonani 401 – Your Oceanfront Escape in Paradise! Step into serenity at Nohonani 401, a beautifully appointed 2-bedroom, 2-bath condo on the 4th floor, showcasing stunning oceanfront views that stretch endlessly across the Pacific. This peaceful retreat...
Ocean Front Newly Renovated Unit 415 with stunning views! - 1 Bedroom/1Bath
** Newly Renovated! Discounted 2025 Rates! - Book your stay at Kuleana Unit 415 TODAY!! Unit 415 at Kuleana has recently undergone a comprehensive renovation, resulting in an ideal option for your upcoming vacation. This modern one-bedroom, one-bathroom oceanfront condo...
Family Friendly, Fully Furnished Villa In Ko Olina Resort near the Golf Course
Welcome to paradise! This beautiful Villa is nestled in the quiet neighborhood of Hillside Villa. You will love having breakfast ein your private lanai surrounded by palm trees and blue skies. This Villa has 3 bedrooms and can sleep up to six guests. This villa has 3...
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
Absolute oceanfront top floor condo with a big lanai (balcony) boasting an even bigger view. Located on the top floor of a four-story building, this oceanfront condo boasts first class views as well as excellent proximity to Kona Town and all activities. Whales, surfers...
KPL 8 Remodeled 2BD Home Ocean Views Near Beach
Kaanapali Plantation 8 Beautifully Remodeled 2Bedroom with Ocean & Sunset Views Just Minutes to the Beach! Enjoy breathtaking ocean views and amazing looks at the outer islands of Molokai and Lanai. Kaanapali Plantation 8 is tastefully remodeled with tile floors, step...
OCEANFRONTopFloor@5k mo w APRIL start&6monthSave 1k more!HEATED POOL, hottub&gym
OCEANFRONT COMPLEX Maui Sunset TOP FLOOR 5 OCEANVIEW &2 Bathrooms Start4/19@this top floor condoOPEN April for full month booking preferred, buy 3 months &next months half off! Vrbo won’t allow same-day bookings but I have a keyless entry pad SAME DAY BOOKING OK!- so if...
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
Oceanview Oceanfront 2BR/2BA
Fabulous West Maui oceanfront location. Polynesian Shores is a low rise, low density oceanfront community on 2 lush acres with a total of only 52 units. Conveniently located near world class golf courses, beaches, and restaurants, 5 min. to Kanaapali and 10 min. to...
KAMAOLE SANDS BLDG 4 - PARTIAL OCEAN VIEW, OCEAN/POOL CLOSE, LARGE LANAI
Aloha, and a warm welcome to our spacious (818 sq ft) condo located in the Kamaole Sands Resort located in South Kihei directly across the street from the famous Kamaole Beach Park III. The condo is located in building 4 on the third floor, away from the busy part of...
South Maui Partial ocean views Maui Sunset A112 1 BR, 2BA
Immerse yourself in the South Maui Sunset. This beautiful one bedroom, two bath condo is located on the ground floor with partial ocean views. Maui Sunset is 5 acre Ocean front property, with lush green lawns throughout the property. Relax in the well appointed living...
Charming Studio In Waikiki - Minutes to the Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 9/8 - 11/7/25 and painting work is currently scheduled from 6/15 - 7/10/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to...
Oceanview, Renovated and Gated, Private Lanai
Beautiful ocean views greet you upon entering this 3rd floor unit at Lae Nani. Recently renovated with a fresh and light decor and new laminate floors in May 2025! This 1 bedroom, 1.5 bath unit with comfy King Sized Bed has a lanai out front to enjoy that oceanview...
Hale Hui Kai 102 on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Legal Short Term on North Shore Oahu, Upper Floor - Kuilima Estates
We welcome short term rentals Welcome to this nicely updated two bedroom condo located on the peaceful East side of Kuilima Estates at Turtle Bay. The condo features brand new tile flooring in the living room and kitchen along with new kitchen cabinetry!This unit has a...
Emmalani Court 523 By Parrish Kauai - Great views & Princeville Location
Enjoy this luxurious Kauai condo next to the Makai Golf Course at Princeville Resort. This small resort features only 42 units, pool, spa and outdoor barbecue area. Conveniently located near our North Shore office at the Princeville Resort Center. Stop by and meet our...
Kauai 2 BR/2 BA Condominium Oceanfront - Pono Kai Resort!
Enjoy beautiful sunrises and all the luxuries that accompany beach side living. This two-bedroom ground floor condominium in Pono Kai is steps from a mile-long, sandy beach. This beautiful condominium has been privately owned, cared for, and enjoyed by us for many...
Ali'i Point #5: Spacious 3 BR Kona Oceanfont Villa with A/C
Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court.Central A/C throughout. Main floor has living room, dining room, kitchen, half bath, and master king bedroom with en suite bathroom.Large...
Ko Olina Beach Villas O904 by Gather: 2BR w/ Ocean View, Resort Amenities & Golf
Ko Olina Beach Villas O904 by Gather offers a serene ocean-view escape on the 9th floor of the Ocean Tower in Ko Olina, where luxurious comfort meets effortless indoor–outdoor living. This beautifully appointed 2-bedroom, 2-bath villa spans 1,187 square feet and...
KONA MAGIC SANDS#309 TOP FLOOR DIRECT BEACHFRONT, AIR CONDITIONING!!
*LOOK NO FURTHER! YOU HAVE FOUND AN INCREDIBLE PROPERTY!**Kona Magic Sands#309 is a DIRECT oceanfront, Top floor condo that is meticulously maintained, beautifully furnished, and has absolutely anything any guest could dream of. Air Conditioning, Wifi, beach gear,...
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!
Stunning 2BR Condo with Ocean ViewsImmerse yourself in the beauty of Kauai's south shore at this stunning Poipu Sands condominium. Wake up to breathtaking ocean views from the expansive lanais spanning the second and third floors, totaling over 354 sq ft. This spacious...
BEAUTIFUL.... Keauhou Ocean View Condo
Capture the essence of Hawaii with ever present ocean view, trade winds, palm trees , birds, and lovely flowers. All things Hawaii. The condo is filled with natural light and always present ocean breezes eliminate the need for air conditioning! This ”bridge unit” is...
White Sands Village #120
Summary:Say aloha to your Big Island vacation rental! White Sands Village is an oceanfront condo complex in the gorgeous town of Kailua-Kona. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Guests will find themselves in the perfect...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Second floor, Great Ocean view #260
Great second floor unit , with Ocean views, and views of the garden This is are little peace of paradise, pool and spa tiki bar This studio has newqueen bed , mini fridge, BBQs , full bathroom, microwave , coffee maker, dishes for four complete BBQs set , This condo is...
Oceanfront ground-floor condo with amazing views, pool, & full kitchen -walkable
Kapa'a Sands 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...
Molokai Island Retreat w/ Ocean View & Pool!
Venture to the picturesque island of Molokai for a solo trip or romantic getaway. Discover the tallest sea cliffs in the world, lush hikes to Kalaupapa and Halawa Valley Falls, sport fishing, and colorful reefs perfect for snorkeling when you stay at 'Blue Marlin', a...
Kaha Lani Resort #114, Ocean View, Steps to Beach, Sunrise, Pool/Wi-fi
Kaha Lani Resort #114, Beachfront Resort, Wailua, Kauai. Ocean view, ground floor end unit on a beachfront resort. Surrounded by parks, a golf course and the ocean. Beach towels, beach chairs, beach umbrella and a small cooler are provided for your use during your stay....