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.
Luxurious Kamaole Sands 5-211: Upgraded 1bd/2bath with Ocean Views!
Gorgeous Kamaole Sands 5-211 is your premier Hawaiian retreat in one the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the whole family with a large pool, small children's...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
KBR #401 - 2 Bedroom/2 Bath Ocean Front Corner Unit on Stunning Sugar Beach!
Beachfront condo #401 is a 2 bed/2 bath corner unit on the 4th floor of the 1st building, at the north edge of the property right in front of the pool. Extra windows provide even more expansive ocean views and also let in lots of light. Pick up some fresh local food to...
Remodeled tropical dream with ocean views
Papakea E407 is a 3-bedroom, 2-bathroom condo featuring amenities such as a washer/dryer, vaulted ceilings, and air-conditioning. Located on the fourth floor, this extensively remodeled condo can accommodate up to 10 guests with a California King bed in the master...
Gorgeous Views - Oceanfront | Ground Floor | Corner Unit - Sleeps 2 to 4
Make your stay even more memorable on Maui with this deluxe OCEANFRONT condo! *The calendar is always up-to-date so book with confidence! This 1 bed 1 bath condominium is a ground floor corner unit, with a private lanai and located less than 2 minutes away from the...
Kamaole Sands 7-104 | Steps From the Beach, Pool
Welcome to Kamaole Sands 7-104, a serene one-bedroom, two-bathroom vacation condo nestled in the lush, resort-style community of Kamaole Sands in Kihei, Maui. Set amidst 15 acres of beautifully manicured gardens, waterfalls, and koi ponds, this tropical escape offers...
Wailea Ekahi Ocean View Studio! AC included
Experience Island Elegance at Wailea Ekahi Village 15EWelcome to your serene retreat in the heart of Wailea! Unit 15E is a fully furnished, turnkey studio condo offering the perfect blend of comfort and island charm. Situated on the desirable greenbelt of Wailea Ekahi...
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying the ground floor of a two-story building. Ekolu 107 accommodates up to four adults comfortably. It is fully-appointed and includes phone, radio/iPod...
Roomy 2/2 + LOFT Floorplan: 2 Master Suites
Summary:Spend your next vacation in our luxury two-story villa at Waikoloa Beach Villas. This spacious and thoughtfully designed unit offers 1,585 square feet of bright, comfortable living space — perfect for the whole family to relax and unwind.The Space:The main...
Top floor! Direct view! Sleeps 6! Highly Desirable! #213
ALOHA AND WELCOME TO HALE KAI # 213YOUR BLISS IN PARADISE Our condo is situated so close to the ocean that when you first open the door, it seems as though you could dive right in. So close in fact that your favorite pastime might just be kicking back on the lanai,...
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Permit # STWM 2013/0013This palatial Kaanapali Villa, offers the perfect location for families or couples. IMPORTANT: Sleeps 8 adults Maximum - 10 with children. Situated on the Royal North Kaanapali Golf Course, 13th green. The competition course played on by all the...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Hale Kamaole 339 Ultra Modern 2 Bedroom with Loft next to Beach
Book with us and come to Maui to explore everything we have to offer!This meticulously updated and well maintained air conditioned 2 bedroom with loft has everything you need to relax in luxury! Conveniently located very close to world class beaches, hiking, shops, and...
Islander on the Beach 214 - New Listing
Enjoy a beautiful garden with peek ocean view in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 214 is beautifully decorated with quality, island-style furnishings: a king bed with a full size sofa sleeper accommodates up...
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Beautifully updated (Summer 2021) one bedroom one bathroom condo. New floors, paint, shower, counter tops, ceiling fans. New solid wood bedroom set. Modern, clean, with all the comforts of home. It has a (California) king bed and a queen air mattress so it can sleep up...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully...
🏖️Ocean View | Great Location | Concierge Included | vrKCV🏖️
vrKCV - Sea Village 3204 - Professionally Managed by Kona Coast VacationsExperience Oceanfront Serenity at Sea VillageBreathe in the warm, tropical air and take in the stunning turquoise hues of the Pacific Ocean from the comfort of your private lanai. This quiet Sea...
Save up to 25% on stays thru 5/31/25! 2B/2B w/AC! Perfect Family Getaway KRH202!
Welcome to Kaanapali Royal H-202 — a spacious and peaceful 2-bedroom, 2-bathroom condo offering 1,577 square feet of comfort and island charm. Nestled on the fairways of the Kaanapali Golf Course, this family-friendly retreat is perfect for those looking to unwind...
Stunning Ocean Views I Menehune Shores 407
Enjoy sun-soaked beach days and relaxing balmy evenings at this fourth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the right side of the building, overlooking the pool and ocean and offering split system remote controlled A/C in each...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Newly Renovated Ocean View Retreat! Polo Beach 309
First time offered for rent, Polo Beach Club #309 has been a lovingly cared for home up until now. Be the first to stay in this beautifully updated home with ocean views and palms to shade for privacy. #309 is a spacious and bright condo with soft whites and tans...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
At the water's edge! Oceanfront #118
Unit #118 has been remodeled with Brazilian Granite Counter tops in Kitchen and Bathroom, and Italian Porcelain floor tile throughout. Very popular Unit due to it's decor, amenities, location, and proximity to the Pacific Ocean, approximately 11 feet. Honokeana Cove is...
Heart of Wailea, Remodeled Kitchen + AC! Ekahi 45A
Full remodel! New AC, appliances and furnishings! Wailea Ekahi 45A is a 1 bed, 2 bath condo conveniently located on the ground floor. It has exceptional garden views with TWO large private lanais.This unit is fully equipped with all that you will need for a great...
Lora's Condo in Kihei. Walking distance to beach & shopping!
Welcome to a real Kihei gem -- Kihei Alii Kai located across the road from the ocean. Our apartment location within the complex makes it exceptionally quite while being just steps away from the pool, sauna, parking lot, and barbecue areas.The apartment huge lanai faces...
Stunning 3br 3ba Corner Unit Villa of Kamalii, AC, Pool, Hot Tub Unit 23
Tucked in the resort community of Princeville are the Villas of Kamalii, a gated complex located across from the Makai Golf Club. Enjoy lush garden, mountain and waterfall views from Villa #23, an end unit, split-level townhouse with over 1,800 sq. ft. of living space,...
Sugar Beach Resort Condo w/ A/C, Shared Grill-Beaches Await
Sugar Beach Resort PH13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Maui Vista 1-308 - Beautifully Updated, Dramatic Ocean Views, New Windows, AC!
Our guests not only love the upscale tropical décor, they love the location in the building closest to the beach. Maui Vista 1-308 is literally a three minute walk from the front door to the pristine golden sand at Kamaole I Beach. The condo sleeps four, and is a sun...
Maui Resort Rentals: Honua Kai Hokulani 111 – Ground Floor Interior Courtyard 2BR, Steps to Pools, Beach, and BBQs, Large Lawn Area!
Boasting a prime location in the Hokulani Tower interior courtyard, enjoy one of the most convenient ground floor locations at Honua Kai with quick easy access to the pools, beach, Market, and BBQs all just steps away.The oversized, adjacent outdoor living space and...
Gorgeous Oceanfront Kihei Condo w/ Balcony!
Find your own personal paradise in Kihei. Ideal for a family beach vacation, this 2-bedroom, 2-bathroom condo is located in the Hale Hui Kai community just steps away from Keawapaku Beach. Soak up all the Hawaii sun your heart desires, practice your swing at a nearby...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 2-Bedroom Condo with Spectacular view! KBV-31G4
Ocean-view 2-bedroom villa with full kitchen, A/C, and 3 baths. Walk to Napili and Kapalua beaches, dine on the lanai, and explore nearby golf, shops, and coastal trails.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location
Welcome to our lovely 1 bedroom, 1 bath condo with island decor, king size bed, washer and dryer, dishwasher, AC and full kitchen and bathroom both updated just last year. Our condo is located on the second floor, on the cooler side of this friendly, tranquil, oceanside...
Ocean front- Cozy Condo, Prime Location in Kihei!
Summary:This condo has been lovingly redesigned and newly renovated, with a spacious king bed suite and the most gorgeous panoramic view of Kalama Beach and the mountains. Located in the heart of South Maui, we are right next door to the "Barmuda Triangle," a cornucopia...
2 Full Bathrooms, 1 Bedroom F201 Maui Eldorado
Aloha!! Welcome to your next beach vacation at this tropical 1 bedroom 2 bathroom vacation rental at Maui Eldorado F201 -- located in the Kaanapali Beach Resort, perfect for friends, family or couple getaway! Bonus: New flooring just completed November 2023.Enjoy this...
The Perfect Vacation Home at The Big Island Hawaii
Enjoy your stay at our Hawaiian style two-bedroom two-bath villa, situated on the 6th hole of the Lake course on Waikoloa Beach Golf Course. Once you enter the villa grounds, you will appreciate the soothing island breeze through swaying palm trees. You may like to sit...
Palm Villas 3 bed 2 Bath stylish luxury condo
Summary:This stylish ground floor, 3-bedroom villa will provide the perfect location for your rejuvenating retreat. The property has undergone a recent renovation, designed with a modern tropical vibe. You will find luxe bedding, linens, and bathroom amenities to make...
Mauna Kea Views, Sleeps 6, Close to restaurant,access to Beach Club
2 Bedrooms, 2 Baths, + Loft, Sleeps 6**Special Offer** 20% off for stays between May 11, 2025 - December 15, 202520% Special offer is already reflected in the nightly rate.Aloha and Welcome to Hale O Ka Lau, in Golf Villas located in the spectacular Mauna LaniResort...
Ocean view, 2nd-floor condo with lanai, pool, great snorkeling & prime location
Kona SeaSpray #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunningly situated right across the street from the best surfing and snorkeling in the area, Kona SeaSpray 201...
Adults Only Centrally Located 2 Bdrm Town Home In Kailua, Kona Hawaii
Registration No. STVR-19-351560 . TAT No. 083-876-6592-01. Our town home is in a gated community that has excellently maintained grounds with 3 tennis courts, a swimming pool and next to the beach where you can walk to and enjoy the beautiful Hawaii sunset. It is...
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430
With a king-size bed, queen sleeper sofa, and spacious full bath, this condo can comfortably house up to four guests. Ideal for couples, families, or a small group of friends looking to enjoy sunny Poipu. Guests will have a great point of access to take advantage of...
Beachfront prime corner unit, endless views
Mahana 1019 is a modern, thoughtfully remodeled 2-bedroom, 2-bath condo that can accommodate up to 6 guests featuring two master suites with king-size beds and a queen-size sofa bed in the living area. This oceanfront condo has unobstructed panoramic oceanfront views...
Lae Nani 336. Top floor 2-bedroom condo with beautiful ocean views at attractive rates.
Escape to Paradise in Kapaa, Kauai!Welcome to your Dream Vacation condo, nestled in the tropical paradise of Kapaa, Kauai. This stunning 2-bedroom, 2-bathroom condo offers everything you need for a perfect romantic or family-friendly getaway.Property Highlights;Tropical...
Your Kauai Adventure Starts With This Lovely Villa.
Located in Lihue, only a five minute drive from the airport, this villa offers a wonderful opportunity to enjoy all the amenities you are looking for. Our villa, with its partial ocean views, has been recently updated for your pleasure.You are sure to fall in love with...
Includes Hilton Waikoloa Pool Pass thru June 2025! Easy walk to the beach! Kol
This vacation rental is professionally managed by ResorticaHawaiiKolea 14A. Stunning and Spacious Ground Floor Unit. Perfect for your vacation!Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per...
Remodeled 🏝 Amazing Ocean Views over Lush Golf Course! 🐠 Country Club Villas 320 🩴
Country Club Villas #320 is great for 1-6 individuals. Your view of the Kona Country Club's Ocean Course is right out to the ocean beyond. Enjoy the views of the ocean and the breathtaking sunsets of your lanai. King's Bed in primary bedroom.Guest bedroom has a queen...
Beautifully remodeled with central A/C! Top Floor! Palms at Wailea 206
Fabulous condo! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This central air-conditioned 2-bedroom, 2-bath unit is immaculate and beautiful and comes equipped with all the amenities...
Papakea's Finest ~ OCEAN VIEW Luxury 2 bedroom 2 bath ~ AC IN EVERY ROOM
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Luxury with Pool Views, Private Lanai, and Upgraded Amenities – Your Perfect Maui Getaway!E Komo Mai (Welcome) to your personal paradise at Papakea Resort!...
Kamaole Sands 9-301 - Luxurious Renovation, Split AC, Wi-Fi, Ocean View Condo
Kamaole Sands 9-301 is freshly remodeled with a sparkling new kitchen, hand-selected Designer furnishings from Maui's top showrooms, and local, original art throughout, this one-of-a-kind tropical getaway is set up as the ultimate home base for your Maui adventure. It...
Garden View Condo w/ Pool - 400 Feet to Beach!
Peace and tranquility are easy to come by at this 1-bedroom, 1-bathroom ground-floor condo in Kihei! This tropical vacation rental is situated in Kihei Garden Estates, a family-friendly resort with a pool, hot tub, and barbecue area. Walk 400 feet to Waiohuli Beach to...