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.
New listing! Sunsets, Beach 5 min walk away, Wifi
Welcome to Kona Pacific, your beautifully renovated home base for exploring the wonders of the Big Island. This 2-bedroom, 3-bathroom condo offers breathtaking ocean views from the wrap-around lanai, providing a serene atmosphere with delightful tropical breezes. Each...
Kihei Beach #507: Your Front-Row Seat to Paradise
Kihei Beach #507 – One-Bedroom Beachfront Condo with Two Full BathroomsWelcome to Kihei Beach #507, a beautifully designed one-bedroom, two-bathroom beachfront condo with sweeping ocean views and direct access to Maui’s famous Sugar Beach. This spacious retreat is...
New! 🌺 Kahaluu Bay Village 201 🐠 Close to Snorkeling, Swimming & Surfing Plus Pool 🐬
Amazing Kahaluu Bay Village Unit 201 offers multiple lanais, a super spacious primary bedroom, a guest bedroom and two full bathrooms. Your view from the primary bedroom is Kahaluu Bay, which is a world-renowned snorkeling beach, surfing (boards available to rent, with...
Spacious golf course condo with lanai, sweeping views, hot tub, & pool
Tropical Elegance Vista Waikoloa Beach F303 Top FloorOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island of Hawaii along the Waikoloa coast!...
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Suite Dreams Can Come True! This UPDATED and UPGRADED Maui vacation rental condo is located in the Kana’i A Nalu! (Quiet Surf) complex of Ma’alaea Village. This third-floor oceanview condo has a BEAUTIFULLY REMODELED and FULLY EQUIPPED KITCHEN with granite...
Maui Resort Rentals: Honua Kai Konea 438 – Luxurious 1BR Suite w/ Upgraded Interior and Tranquil, Private Location
Konea 438 is a luxurious one bedroom suite that offers glimpses of the Pacific Ocean and Honua Kai's lush grounds. You will enjoy relaxing in the suite's upgraded interior or on the spacious lanai because this suite has one of the most tranquil, private locations at the...
Newly updated- Ground floor 1 bedroom steps from the beach!
Welcome to Casa Ohana at Kamaole Sands! Our beautifully updated condo offers a ground floor 1 bedroom, 2 full bath unit with a lanai that backs onto a partially private garden area away from any of the hustle and bustle of the main road.Just steps from the beach and...
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gated beachfront community of Wailea Elua Village on Maui's stunning south shore. Just a two-minute stroll to Ulua Beach, one of Wailea's top snorkeling...
WHALE SEASON! Oceanview Top Floor, Balcony; 1 Min to Beach! Family Favorite!
**Ocean Views & Island Vibes at This Relaxed Maui Retreat**Welcome to your home away from home on Maui! This airy, top-floor condo blends island comfort with thoughtful upgrades, giving you the perfect place to unwind, recharge, and soak in the island life. With...
Hawaii Life Rentals Presents Hale Honu
Welcome to your private oasis on the east side of the Big Island. The first thing you will notice are the breathtaking ocean views, picturesque palms, and refreshing sea breeze - Hawaii’s natural air conditioner! A covered lanai offers the ideal location to experience...
Emmalani Court 424 - Fairway view & A/C
Emmalani Court condos are located on the spectacular North Shore of the Garden Island of Kauai in Princeville. This spacious condominium is adjacent to the Makai Golf Course in Princeville. The living area and bedrooms are air conditioned making sure you are always...
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
In the heart of Poipu lies a cozy yet large 1-bedroom villa that's just three minutes away by car from beautiful Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with all appliances plus BBQ grill(in the common areas),...
KONA PACIFIC A102, No stairs, Ocean View, WALK TO TOWN! Elevators, AC!!
Welcome to Kona Pacific A-102! A spectacular property that's extremely spacious! A-102 has 1227 interior square feet & a 357 square foot lanai! Exquisitely remodeled from top to bottom. Granite Counters and Hickory Soft-close Cabinets!There are 2 bedrooms & 3 bathrooms,...
🏖️Peaceful garden view and upscale amenities | vrKCV
vrKCV - Hali'i Kai 20D, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20D: A Tranquil Retreat in Coconut GroveNestled in the serene Coconut Grove area of the Hali'i Kai resort, this 2-bedroom, 2-bathroom condo invites you to unwind with its...
Halii Kai complex: BBQ on Lanai, Close to Shops,Restaurants.
Aloha and welcome to Hali'i Kai at the Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Kamako Iki 4B at Hali’i Kai.Space-...
Modern oceanfront 1bd with upgrades
Noelani 202 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living...
Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC
Grand Champions 55 is a bright and spacious 3-bedroom condo at Grand Champions Resort. Ideally situated to take in Maui's wonderful natural scenery and a perfectly located home base for your family adventure. This unit opens the view with floor to ceiling sliding doors...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
Kailua Beachside Studio - Monet Room
This is a legally established property, please read more below....Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining...
New Listing: Spacious Suite for 4x with panoramic ocean view
Our Tropical Treasure is situated at a cool 1300' elevation with a "million dollar view" over looking the ocean. The climate is perfect all year around.This 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This...
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
Polo #406 is a beautiful, comfortable unit overlooking the ocean. It offers breathtaking views of Molokini, West Maui, Kahoolawe, and Lanai. The unobstructed sunsets are absolutely stunning!While staying at the Polo Beach Club, guests are steps away from a private,...
Polynesian Shores #201 is where cherished memories are made.
A LITTLE ABOUT THIS CONDO..... Welcome to Polynesian Shores #201 Your Tropical Family Haven Perched on the second floor, this expansive three-bedroom, three-bath condo is the ultimate getaway, accommodating up to eight guests with ease. The thoughtfully arranged...
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you need to enjoy and relax. This gem with a spectacular ocean view is only a 100 yards to beautiful sandy Lawai Beach and...
Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142
Wailea Grand Champions #142- Garden View Comfort in the Heart of WaileaWelcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Maui’s most sought-after...
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
We welcome you to our luxurious Milowai ocean front condominium located along the shore of Maalaea Bay. Come experience the spirit of Aloha where you will find the best of Hawaiian living along with the relaxing comforts of being in paradise in this beautiful vacation...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
Air Conditioned Upstairs Condo with full kitchen, pool, wifi, walk to beach.
Experience comfort and style in our newly renovated upstairs condo, featuring fresh flooring, modern appliances, and updated furniture throughout. This air-conditioned retreat comfortably sleeps 4 guests, with a luxurious king-sized bed in the bedroom and a convenient...
Kalae Villa ~5 min walk to Beach, A/C, New Remodel
Kalae Villas are an ideal gathering place for larger groups with easy access to a sandy beach. This listing represents several comparable homes located just south of Kahana Bay (📢 not near Laie or Hauula⚠️). All homes feature a matching layout, number of bedrooms...
One of a Kind, Oceanfront, New 2025 Remodel - Find Maui Joy at Whaler 807!
- Unique and Complete Remodel in 2025!- Best location in best tower at the Whaler Resort. - Awesome value - best pricing - we like our repeat guests!- One bedroom, two bath - will now sleep up to six comfortably. 1118 square feet including 214 square feet lanai.New 2025...
Maui Sunset A310 - 1BR, 2BA Oceanview King Bed
A310 is a beautiful 1 bedroom, 2 bath oceanview condo at Maui Sunset Resort which is the perfect vacation home. The resort is oceanfront and has a large swimming pool, hot tub, a shuffleboard court, putting green, and gorgeous gardens and grounds. There are also gas BBQ...
Experience historic charm near Kailua Pier
Aloha, welcome to our amazing ground floor, garden view condo, in the heart of Kona town close to EVERYTHING! We have finished up with a complete remodel last year. It is all fresh and new just for you to enjoy. We live on island and would like to share are little...
Hale Keleka: 4 BR Hawaiian Plantation-Style Home in Poipu
Breezy, Hawaiian plantation-style getaways are yours at Hale Keleka, a 4-bedroom, 4-bath property in Poipu/Koloa that includes a 3-bedroom main house and a separate 1-bedroom Ohana (guest house). Bring your group of 12 and enjoy a roomy, open-concept floor plan,...
3bd 3ba Oceanview Condo w Office and AC and WIFI and Garage ACAA1
TA: 025-066-2912-01TMK: 750180080137This cleaning Fee includes a $100 Reservation Fee and $75 Damage Protection Fee.**Alii Cove unit provides spectacular sunset views! This particular unit is very quiet and has an ocean view from the main lanai and upper lanai. The...
Private Oceanview Top Floor Nihi Kai Villa Koloa!
Unbeatable location, unforgettable views—welcome to your South Shore escape! This spacious 2BR/2BA condo at Nihi Kai Villas offers sweeping views of Kauai’s south coastline all the way to Ni?ihau, with breathtaking sunsets right from your lanai. Just steps from...
Direct Oceanfront Summer/Fall Special Rates was 275 NOW 175
From your PRIVATE LANAI you have UNOBSTRUCTED, DIRECT OCEANRONT VIEWS OF NEIGHBOR ISLANDS * GORGOUS SUNSETS * TURTLES * RAINBOWS * DOLPHINS * and last but not least WHALES during the winter season!ABOUT THE CONDO...This OCEANFRONT one bedroom unit is nicely decorated...
Ocean View, Top Floor Unit - Updated Beach Chic Beauty! AC Units, Wifi & Pool
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beach chic, calm and serene, completely remodeled/custom ocean view condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that...
In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!
This one bedroom, one bath which is ideal for the single traveler or couple. It has a King Bed, and a full bathroom with a brand new walk-in shower. Full kitchen with all items you might need. There is also a washer and dryer for your use inside the unit. Free parking...
Top floor end unit great ocean view
This renovated two bedroom unit has everything going for it. Each bedroom has its own bathroom, and king bed along with a separate entrance and separate lanai. We have a flat screen television in each bedroom along with one in the living room. The fully equipped kitchen...
Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach
Peaceful and quiet with spectacular unobstructed views of the sandy beach, ocean, palm trees and the Islands of Lanai and Molokai. This 2 bedroom, 2 bathroom condo is fully furnished in a light and airy Hawaiian style and is under new housekeeping management! Bathrooms...
203 - Gorgeous Remodeled Oceanfront unit with A/C!
* Awesome condo with air conditioning in a great location! * This ocean front condo has been fully remodeled! * 60 feet from the ocean - Watch the whales (in season) from your private lanai * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and...
OWL NEST: serene stream side retreat for 2 or 3
The Owl Nest: Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with one child stays. Hear the rush of our waterfall and...
Spectacular Oceanfront Sunset and Whale Views!
Come stay on one of the most popular beaches in Hawaii! Mana Kai Resort is situated on Keawakapu beach and faces South, perfectly blocking the North winds and creating an ideal grassy space below to enjoy the afternoon sun. Morning strolls on this serene stretch of...
Ocean Views Bound to Take Your Breath Away AIR CONDITIONED Condo!
Puu Poa 110 a spacious luxury ground floor unit in Pu'u Po'a - #110 offers immediate access to an acre of lawn, the heated ocean view swimming pool, and tennis / pickleball court.A recent guest's comments: 'We loved every minute here. Condo is beautiful, location is...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
Renovated 2 BR West Maui Condo (with AC), Ocean View, Sandy Beach
Welcome to paradise…aloha styleCome enjoy paradise in this renovated two-bedroom, two and 1/2 bath condominium with recently added AC in West Maui, Hawaii. With a panoramic view of the ocean, Kahana Sunset Unit E6, is just steps away from a private sandy beach. The...
Coral Hale 5br 3ba Luxury Home, AC, Private Hot Tub, Mountain Views, Beach Gear, Large Kitchen
Whether you are looking for a peaceful escape to recharge or a home base while you explore Kaua'i, this home is an exceptional option. With inspiring spaces for gathering, sharing a meal, and relaxing, interesting architectural details, and lush, tropical surroundings,...
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
Oceanview - Air-Conditioned , spacious 450 sq.ft. Studio with a private covered lanai with a table and chairs for 2. Come & stay in our beautiful Seaside Studio Suite, full bath - 100 steps to Poipu Beach Park! If you want a location convenient to surfing or basking in...
Peaceful Island Bliss Will Be Yours
We invite you to be our guests in our remodeled and upgraded condo studio. ** Hawaii Tax I.D. TA 146881126401 & GE 146881126401**.We are located on the western shores of Maui in the beautiful laid back city of Kihei where you can enjoy the beautiful sea breezes flowing...
🏖️Concierge Included | Ground Floor - No Stairs | vrKCV
vrKCV - Vista Waikoloa C105, Professionally Managed by Kona Coast Vacations Vista Waikoloa C105: Luxurious Ground Floor Lanai with No Stairs!Welcome to Vista Waikoloa C105, an elegantly updated 2-bedroom, 2-bathroom vacation rental designed for an unforgettable Hawaiian...
Includes access to the Mauna Lani Beach Club. Villages at Mauna Lani 622
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us to...